Acetic Acid → 1,3-Dihydro-3,3-dimethyl-5-phenyl-2H-thieno[2,3-e]-1,4-diazepine-2-one

HRID 1045393Notes

Reaction equation

HRID 1045393 reaction equation
[NH2:1][C:2]([CH3:20])([CH3:19])[C:3]([NH:5][C:6]1[S:7][CH:8]=[CH:9][C:10]=1[C:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:4].C(O)(=O)C>C(O)C>[CH3:19][C:2]1([CH3:20])[C:3](=[O:4])[NH:5][C:6]2[S:7][CH:8]=[CH:9][C:10]=2[C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:1]1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 67411117HCID 67411117, compound

Product 1

HCID 1364031611,3-Dihydro-3,3-dimethyl-5-phenyl-2H-thieno[2,3-e]-1,4-diazepine-2-oneYield 48%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

55 mg of the compound of Example 2 was boiled in ethanol containing acetic acid at reflux. The cyclised title compound was obtained in 48% yield.

Workup

  1. temperatureat reflux

Sources & evidence

ORD record
ord-a7a8b376f38f4052bb7d44353713aaf3
Source dataset
uspto-grants-2013_10
Patent number
US08569288B2

Reaction notes

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